a-乙酰-a-甲基-γ-丁内酯 | 1123-19-9

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: a-乙酰-a-甲基-γ-丁内酯
• 中文别名: ALPHA-乙酰-ALPHA-甲基-GAMMA-丁内酯；3-乙酰基-3-甲基四氢呋喃-2-酮；Α-乙酰-Α-甲基-Γ-丁内酯；3-乙酰基-3-甲基二氢呋喃-2(3H)-酮
• 英文名称: 3-acetyl-3-methyl-dihydro-furan-2-one
• 英文别名: 2-acetyl-2-methyl-γ-butyrolactone；2-acetyl-2-methyl-butyrolactone；3-acetyl-3-methyldihydrofuran-2(3H)-one；3-acetyl-3-methyloxolan-2-one
• CAS: 1123-19-9
• 化学式: C₇H₁₀O₃
• mdl: MFCD00005395
• 分子量: 142.155
• InChiKey: VKDGCPFTXXDWQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  120-122°C 10mm
• 密度：
  1.155 g/mL at 25 °C(lit.)
• 闪点：
  233 °F
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，未有已知危险反应。应避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S24/25
• WGK Germany：
  3
• 海关编码：
  2932209090
• 储存条件：
  密封，在0-6 ºC下保存

SDS

Name:	alpha-Acetyl-alpha-methyl-gamma-butyrolactone, 95% Material Safety Data Sheet
Synonym:	None.
CAS:	1123-19-9

Section 1 - Chemical Product MSDS Name: alpha-Acetyl-alpha-methyl-gamma-butyrolactone, 95% Material Safety Data Sheet
Synonym: None.

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1123-19-9	alpha-Acetyl-alpha-methyl-gamma-butyro	95	214-370-8

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Moisture sensitive.The toxicological properties of this material have not been fully investigated. Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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SECTION 4 - FIRST AID MEASURES
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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SECTION 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Do NOT get water inside containers. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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SECTION 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Provide ventilation. Do not get water inside containers.

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SECTION 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Do not allow contact with water. Keep from contact with moist air and steam.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep refrigerated. (Store below 4C/39F.) Store protected from moisture.

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 1123-19-9: Personal Protective Equipment
Eyes:
Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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SECTION 9 - PHYSICAL AND CHEMICAL PROPERTIES
Physical State: Liquid
Color: clear yellow to brown
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: 111 deg C ( 231.80 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.1550g/cm3
Molecular Formula: C7H10O3
Molecular Weight: 142.15

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, ignition sources, moisture, strong oxidants.
Incompatibilities with Other Materials:
Moisture, strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 1123-19-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
alpha-Acetyl-alpha-methyl-gamma-butyrolactone - Not listed by ACGIH, IARC, or NTP.

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SECTION 12 - ECOLOGICAL INFORMATION

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SECTION 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations.

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SECTION 14 - TRANSPORT INFORMATION IATA Not regulated as a hazardous material. IMO Not regulated as a hazardous material. RID/ADR Not regulated as a hazardous material.

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SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases: S 24/25 Avoid contact with skin and eyes. S 28A After contact with skin, wash immediately with plenty of water. S 37 Wear suitable gloves. S 45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). WGK (Water Danger/Protection) CAS# 1123-19-9: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 1123-19-9 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 1123-19-9 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 9/02/1997 Revision #6 Date: 2/02/2005 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  a-乙酰-a-甲基-γ-丁内酯 在 ruthenium trichloride 劳森试剂 、 sodium periodate 、 三氯化铝 、 sodium ethanolate 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 甲苯 、 乙腈 为溶剂， 反应 19.83h， 生成 methyl 3-methyl-4-[methyl(phenyl)amino]-4-thioxobutanoate
  参考文献：
  名称：

  一种新的2 H -Azirin-3-胺作为2-甲基天冬氨酸的合成子

  摘要：

  描述了新型的2,2-二取代的2 H-叠氮基-3-胺3a的合成，作为外消旋Asp（2Me）的结构单元。该合成子在侧链中包含酯基。的反应3A与硫代苯甲酸和氨基酸Z-VAL-OH产生外消旋monothiodiamide 10A和二肽11作为非对映体，分别为（的混合物反应路线2）。在11中，选择性地除去了每个保护基（方案3）。描述了制备侧链中具有手性辅助基团的Asp（2Me）对映体纯合成子的首次尝试。Synthons 3b制备具有1-（萘-1-基）乙基酯基和具有薄荷基基团的3c，并且使其与硫代苯甲酸反应以形成单硫代二酰胺10b和10c（方案2）。然而，合成子3b和3c的非对映异构体不能通过色谱法分离。

  DOI：

  10.1002/hlca.200590238
• 作为产物：
  描述：

  乙酰乙酸甲酯 在 sodium hydroxide 、 sodium tert-pentoxide 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 74.0h， 生成 a-乙酰-a-甲基-γ-丁内酯
  参考文献：
  名称：

  Cornish Christopher A.; Warren, Stuart, Journal of the Chemical Society. Perkin transactions I, 1985, p. 2585 - 2598

  摘要：

  DOI：

文献信息

• Selective alkylation of β-ketoester enolates using O-methyl aminosulfoxonium salts; the first example of C-alkylation using sulfoxonium salt electrophiles
  作者：I. Fraser Pickersgill、Allan P. Marchington、Christopher M. Rayner

  DOI：10.1039/c39940002597

  日期：——

  The alkylation of β-ketoester enolates with O-methyl aminosulfoxonium tetraphenylborate salts is reported; good to excellent selectivity for C-vs. O-alkylation is observed, and is found to be dependent on the nature of the β-ketoester, solvent, metal counterion and aminosulfoxonium salt.

  据报道，β-酮酸酯烯酸酯与O-甲基氨基ulf四苯基硼酸盐发生烷基化。观察到对C-与O-烷基化具有良好的至优异的选择性，并且发现其取决于β-酮酸酯，溶剂，金属抗衡离子和氨基s盐的性质。
• VINYL MIGRATION IN THE OXYTHALLATION OF SOME 1,3-DIENES
  作者：Masashi Murakami、Shinya Nishida

  DOI：10.1246/cl.1981.997

  日期：1981.7.5

  The oxythallation of certain 1,3-dienes with thallium(III) nitrate trihydrate in MeOH–CH2Cl2 at 0–20 °C gave products after vinyl migration. Methyl 1-methylcyclopropyl ketone, obtained in the reaction of 2,3-dimethyl-1,3-butadiene, was presumably derived from a cyclopropylmethyl cation, an intermediate in the vinyl migration.

  某些 1,3-二烯与三水合硝酸铊 (III) 在 MeOH–CH2Cl2 中在 0–20 °C 的氧合生成乙烯基迁移后的产物。在 2,3-二甲基-1,3-丁二烯的反应中获得的甲基 1-甲基环丙基酮可能衍生自环丙基甲基阳离子，这是乙烯基迁移的中间体。
• 一种喷他佐辛前药、其制备方法及其用途
  申请人：安徽省逸欣铭医药科技有限公司

  公开号：CN111349111A

  公开（公告）日：2020-06-30

  本发明公开了一种式(Ⅰ)喷他佐辛前药、其制备方法、并包含其药物制剂的医药用途，其中R为氢或氘。本发明的前药化合物，室温下水溶解度提高20倍以上且化学稳定，延迟了起效时间及延长了药效，同时较低的剂量产生相同的母体药物血液浓度，具体广阔的临床运用前景。
• A Novel Method for the Synthesis of <i>N</i>-Alkoxyamines Starting from Nitroxide Radicals and Ketones
  作者：Kai-Uwe Schoening、Alexander Dichtl、Martin Seyfried

  DOI：10.1055/s-2008-1078526

  日期：——

  A new reaction for the conversion of stable nitroxide radicals into the corresponding N-alkoxyamines by means of a copper-catalyzed ketone-hydrogen peroxide reaction is reported.

  报道称，通过铜催化的酮-过氧化氢反应，实现稳定氮氧自由基向对应N-烷氧胺转化的全新反应途径已被发现。
• ALKYLATION REACTION ACCOMPANIED BY DEALKOXYCARBONYLATION OF β-KETO ESTERS, GEMINAL DIESTERS AND α-CYANO ESTER IN HEXAMETHYLPHOSPHORIC TRIAMIDE (HMPA)
  作者：Morio Asaoka、Kazutoshi Miyake、Hisashi Takei

  DOI：10.1246/cl.1975.1149

  日期：1975.11.5

  In the presence of alkali halide β-keto esters, geminal diesters and ethyl cyanoacetate in HMPA reacted with alkyl halides to give α-alkylated ketones, esters and nitrile, respectively. α-Acetyl-γ-butyrolactone and its derivative afforded corresponding acylcyclopropane derivatives.

  在碱金属卤化物β-酮酯存在下，HMPA 中的孪生二酯和氰基乙酸乙酯与烷基卤化物反应，分别生成α-烷基化酮、酯和腈。α-乙酰基-γ-丁内酯及其衍生物得到相应的酰基环丙烷衍生物。

表征谱图